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Taylor was born in Long Beach, California, but grew up in Jacksonville, Florida, and attended Bishop Kenny High School, moving on to play one year of college soccer at the University of South Florida, before transferring to Jacksonville University as a sophomore. As a Dolphin, Taylor helped the team achieve one of the best seasons in the program’s history. In 2008, with the help of Taylor, the Dolphins went 7-2 in the Atlantic Sun and won the conference tournament. In the NCAA tournament the Dolphins defeated Louisville in their first round matchup with Taylor providing a goal and an assist. He left Jacksonville after his sophomore year, and travelled to Europe intending to turn professional. He trained with Norwegian club IK Start, playing in a pre-season friendly,[2] before signing with Traffic Sports of Brazil.[3]

In December 2009 Traffic announced that they would be loaning Taylor to G.D. Estoril Praia. He made his league debut on April 18, 2010 against F.C. Penafiel and scored his first goal the following weekend in a 1-0 win against C.D. Aves. Taylor went out on loan to Atlético Clube de Portugal from August until December 2011.[5] Taylor returned to Estoril Praia after his loan spell but did not renew his contract with the club following the 2012-13 season.[6] In August of 2014 Taylor was acquired by the New England Revolution of the MLS through a weighted lottery.[7] In December 2014, Taylor was selected by New York City FC as their 5th pick (and 10th overall pick) in the 2014 expansion draft, having been left unprotected by the New England Revolution.[8] On February 10 2015, Taylor scored the second goal in NYCFC's inaugural pre-season friendly against St. Mirren, the game ended 2-0 in New York's favour.[9]

Taylor played with the United States U-20's, participating in the 2009 FIFA U-20 World Cup. He also played with the United States U-23 Olympic Qualifying team partiicipating in the 2012 CONCACAF Olympic Qualifying Tournament.